CN102126990A - Preparation method of isotridecanol polyoxyethylene ether sulfate - Google Patents
Preparation method of isotridecanol polyoxyethylene ether sulfate Download PDFInfo
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- CN102126990A CN102126990A CN2010105497826A CN201010549782A CN102126990A CN 102126990 A CN102126990 A CN 102126990A CN 2010105497826 A CN2010105497826 A CN 2010105497826A CN 201010549782 A CN201010549782 A CN 201010549782A CN 102126990 A CN102126990 A CN 102126990A
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- polyoxyethylene ether
- different tridecanol
- reaction
- tridecanol polyoxyethylene
- preparation
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- 229940051841 polyoxyethylene ether Drugs 0.000 title claims abstract description 43
- 229920000056 polyoxyethylene ether Polymers 0.000 title claims abstract description 43
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 title abstract 9
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 46
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 36
- 230000001180 sulfating effect Effects 0.000 claims abstract description 20
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000004202 carbamide Substances 0.000 claims abstract description 16
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- -1 polyoxyethylene sulfate Polymers 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 6
- 239000000376 reactant Substances 0.000 claims abstract description 4
- 239000003999 initiator Substances 0.000 claims abstract description 3
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims description 62
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 24
- 239000002253 acid Substances 0.000 claims description 15
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 7
- 230000035484 reaction time Effects 0.000 claims description 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 239000002699 waste material Substances 0.000 abstract description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 abstract 2
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 description 12
- 238000010792 warming Methods 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 238000009413 insulation Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 238000005815 base catalysis Methods 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
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- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of isotridecanol polyoxyethylene ether sulfate. The method comprises the following steps of: adding epoxy ethane into isotridecanol serving as an initiator in the presence of a basic catalyst by adopting a one-step method and undergoing a polymerization reaction to obtain isotridecanol polyoxyethylene ether; and undergoing a sulfating reaction on the isotridecanol polyoxyethylene ether and sulfamic acid in a programmed temperature raising manner under the catalytic action of urea, and adding a NaOH aqueous solution until the pH value of a reactant is 5-8 to obtain isotridecanol polyoxyethylene sulfate, wherein the molar ratio of the isotridecanol to the epoxy ethane is 1:(3-7), the molar ratio of the isotridecanol polyoxyethylene ether to the sulfamic acid is 1:(0.9-1.5) and the molar ratio of the isotridecanol polyoxyethylene ether to the urea is 1:(0.2-0.8). The preparation method has the characteristics of reduced energy consumption, light product color, good product quality, no three wastes, easiness of operation, small equipment investment and the like.
Description
Technical field
The present invention relates to a kind of preparation method of different tridecanol polyoxyethylene ether sulfuric acid, belong to the synthesis technical field of anion surfactant in the organic chemistry.
Background technology
The pretreatment of spinning operation is the basic operation in the dyeing and finishing production process, to the stable quality product that improves later process (dyeing, stamp, back arrangement), satisfies various different requirements of client and plays an important role.To the especially textile pre-treating technology of knitting of dyeing and finishing industry, its processing purpose be remove on the fabric natural impurity and in fabrication processes additional sizing agent and pollutant, comprise various finishes and the auxiliary agent removed on the chemical ﹠ blended fabric, make fabric have good wettability, uniform whiteness cleaner appearance, gloss, feel and stable size, brute force preferably.In recent years, the energy-saving and emission-reduction that country advocates, for alleviating the pollution of pre-treating technology to environment, exploitation efficient and environment-friendly type textile-pretreating agent has indicated direction.
Different tridecanol polyoxyethylene ether sulfuric acid is a kind of novel environment-friendly textile-pretreating agent.At present, the bibliographical information of synthesising different structure alcohol ether is a lot, generally be before this by alcohol ether under the acid catalyst effect, add the oxyethane of a part, and then under the alkaline catalysts effect, add another part oxyethane.Two-step approach is produced the isomery alcohol ether, not only complex process, and time consumption and energy consumption, and side reaction is many.
Summary of the invention
At above-mentioned situation, it is simple that the problem that quasi-solution of the present invention is determined provides a kind of technology, the saving energy, the preparation method of the different tridecanol polyoxyethylene ether sulfuric acid that production cost is low, and product all has the high surfaces activity under neutral and alkaline condition, have strong infiltration, emulsification and washing ability in high temperature, concentrated alkali solution.
For achieving the above object, the present invention has adopted following technical scheme: a kind of preparation method of different tridecanol polyoxyethylene ether sulfuric acid, it is an initiator with different tridecanol, in the presence of basic catalyst, adopt single stage method to add oxyethane, by polyreaction, the different tridecanol polyoxyethylene ether that obtains; Described different tridecanol polyoxyethylene ether adopts the mode and the thionamic acid of temperature programming to carry out sulfating reaction under the katalysis of urea, add then the NaOH aqueous solution to reactant pH be 5~8, make different tridecanol polyoxyethylene sulfuric acid; The mol ratio of described different tridecanol and oxyethane is 1: 3~7; The mol ratio of described different tridecanol polyoxyethylene ether and thionamic acid is 1: 0.9~1.5; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.2~0.8.
Described basic catalyst is any one or more than one mixture of KOH, NaOH and methyl alcohol; The adding quality of described basic catalyst be different tridecanol and oxyethane quality and 0.1~1.0%.Described polymeric reaction temperature is that 80~160 ℃, reaction times are 2~6 hours.Described sulfating reaction temperature is that 105~120 ℃, reaction times are 2~4 hours.
Main synthetic route is as follows:
Polyreaction
Sulfating reaction
N=3~7 wherein.
Beneficial effect of the present invention:
1. the present invention adopts a step base catalysis method to produce isomery alcohol ether technology, than the two-step process that adopts base catalysis after the first acid catalysis, has not only saved energy consumption, and operates more conveniently, and production cost is low, can bring abundant economic benefit.
2. prepare different tridecanol polyoxyethylene ether sulfuric acid, by temperature programmed work, building-up process is at first carried out sulfating reaction under lower temperature, reduces the generation of side reaction.When sulfating reaction reaches balance at a lower temperature, improve speed of response, promote sulfating reaction to proceed, thereby improve the percentage of Anionic Active.The active object height of this preparation method, by product is few.
3. adopt thionamic acid to do sulfur acidizing reagent, primary first-order equation gets final product to such an extent that make different tridecanol polyoxyethylene ether ammonium sulfate, and product colour is shallow, quality is good, and does not have three wastes generation, and simple to operate, facility investment is low.
4. adopting the different tridecanol polyoxyethylene ether sulfuric acid of textile-pretreating agent of this explained hereafter is the environment-friendly type surfactant product, not phosphorous, readily biodegradable, environmentally safe, with the composite product cost that obtains satisfaction of nonionogenic tenside, good outward appearance, splendid seepage force, alkali resistance and wool effect of the fabric preferably.
Embodiment
The preparation method of different tridecanol polyoxyethylene ether sulfuric acid of the present invention, it comprises two main reactions:
The one, polyreaction.Under the effect of basic catalyst, different tridecanol carries out polyreaction, the different tridecanol polyoxyethylene ether that obtains (its molecular weight ranges is 320~520) with adding oxyethane.Wherein adopted single stage method to add oxyethane, the different tridecanol of reaction and the mol ratio of oxyethane are 1: 3~7, basic catalyst is any one or more than one mixture of KOH, NaOH and methyl alcohol, basic catalyst add quality be different tridecanol and oxyethane quality and 0.1~1.0%.Polymeric reaction temperature is that 80~160 ℃, reaction times are 2~6 hours.
The 2nd, sulfating reaction.The different tridecanol polyoxyethylene ether and the thionamic acid that obtain with polyreaction react under the katalysis of urea.Reaction adopts the mode of temperature programming to carry out.The mol ratio of described different tridecanol polyoxyethylene ether and thionamic acid is 1: 0.9~1.5; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.2~0.8.Described sulfating reaction temperature is that 105~120 ℃, reaction times are 2~4 hours.
In the product that sulfating reaction obtains, add the NaOH aqueous solution to reactant pH be 5~8, make different tridecanol polyoxyethylene sulfuric acid.
Present invention is described below by specific embodiment:
Embodiment 1
Polyreaction: in the 2.5L pressure reaction still, add different tridecanol of 275.0g and 2.3g sodium methylate, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 120~125 ℃, keep system pressure 0.2~0.3MPa, begin to feed 181.5g oxyethane, lead in 1.0 hours, continuation was reacted 1.0 hours.After reaction finishes, cooling, release removes by filter filtering medium.Obtaining 456.5 grams (1.38mol) is the reaction product of main component with different tridecanol polyoxyethylene ether, and the mol ratio of different tridecanol and oxyethane is 1: 3 in the above-mentioned reaction.
Sulfating reaction: the reaction product of the reaction product gained of polyreaction is moved in the 1000mL four-hole boiling flask, be warming up to 45~50 ℃, add 41.3g urea, be incubated 0.5 hour, be warming up to 75~80 ℃, add the 120.0g thionamic acid, insulation reaction 1.0 hours, be warming up to 105~110 ℃, insulation reaction 3.0 hours.Be cooled to 60~65 ℃, being neutralized to pH with the 50%NaOH aqueous solution is 7, obtains different tridecanol polyoxyethylene sulfuric acid of the present invention.In above-mentioned sulfating reaction, the mol ratio of different tridecanol polyoxyethylene ether and thionamic acid is 1: 0.9; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.5.
Embodiment 2
Polyreaction: in the 2.5L pressure reaction still, add different tridecanol of 175.0g and 4.4gKOH, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 155~160 ℃, keep system pressure 0.2~0.3MPa, begin to feed 269.5g oxyethane, lead in 3 hours, continuation was reacted 3 hours.After reaction finishes, cooling, release removes by filter filtering medium, and obtaining 444.5 grams (0.88mol) is the reaction product of main component with different tridecanol polyoxyethylene ether, and the mol ratio of different tridecanol and oxyethane is 1: 7 in the above-mentioned reaction.
Sulfating reaction: the reaction product of the reaction product gained of polyreaction is moved in the 1000mL four-hole boiling flask, be warming up to 55~60 ℃, add 42.0g urea, be incubated 0.5 hour, be warming up to 85~90 ℃, add the 127.3g thionamic acid, insulation reaction 0.5 hour, be warming up to 115~120 ℃, insulation reaction 2 hours.Be cooled to 65~70 ℃, being neutralized to pH with 50%NaOH solution is 8, obtains different tridecanol polyoxyethylene sulfuric acid of the present invention.In above-mentioned sulfating reaction, the mol ratio of different tridecanol polyoxyethylene ether and thionamic acid is 1: 1.5; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.8.
Embodiment 3
Polyreaction: in the 2.5L pressure reaction still, add different tridecanol of 335.0g and 0.7gNa0H, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 80~85 ℃, keep system pressure 0.2~0.3MPa, begin to feed 368.5g oxyethane, lead in 1.5 hours, continuation was reacted 1.5 hours.After reaction finishes, cooling, release removes by filter filtering medium, and obtaining 703.5 grams (1.68mol) is the reaction product of main component with different tridecanol polyoxyethylene ether, and the mol ratio of different tridecanol and oxyethane is 1: 5 in the above-mentioned reaction.
Sulfating reaction: the reaction product of the reaction product gained of polyreaction is moved in the 1000mL four-hole boiling flask, be warming up to 60~65 ℃, add 20.1g urea, be incubated 0.5 hour, be warming up to 90~95 ℃, add the 195.0g thionamic acid, insulation reaction 2.0 hours, be warming up to 110~115 ℃, insulation reaction 2.5 hours.Be cooled to 65~70 ℃, being neutralized to pH with 50%NaOH solution is 6, obtains different tridecanol polyoxyethylene sulfuric acid of the present invention.In above-mentioned sulfating reaction, the mol ratio of different tridecanol polyoxyethylene ether and thionamic acid is 1: 1.2; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.2.
Embodiment 4
Polyreaction: in the 2.5L pressure reaction still, add the miscellany of the different tridecanol of 200.0g and 1.1gKOH, NaOH and methyl alcohol, the oxyethane test tank is connected with autoclave pressure.With nitrogen replacement air 3 times, treat that the still temperature rises to 105~110 ℃, keep system pressure 0.2~0.3MPa, begin to feed 176.0g oxyethane, lead in 2 hours, continuation was reacted 2 hours.After reaction finishes, cooling, release removes by filter filtering medium, and obtaining 376 grams (1.00mol) is the reaction product of main component with different tridecanol polyoxyethylene ether, and the mol ratio of different tridecanol and oxyethane is 1: 4 in the above-mentioned reaction.
Sulfating reaction: the reaction product of the reaction product gained of polyreaction is moved in the 1000mL four-hole boiling flask, be warming up to 55~60 ℃, add 36.0g urea, be incubated 0.5 hour, be warming up to 85~90 ℃, add the 106.7g thionamic acid, insulation reaction 1.0 hours, be warming up to 105~110 ℃, insulation reaction 4 hours.Be cooled to 65~70 ℃, being neutralized to pH with 50%NaOH solution is 5, obtains different tridecanol polyoxyethylene sulfuric acid of the present invention.In above-mentioned sulfating reaction, the mol ratio of different tridecanol polyoxyethylene ether and thionamic acid is 1: 1.1; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.6.
The different tridecanol polyoxyethylene sulfuric acid that the various embodiments described above are prepared, specific targets are as follows:
Embodiment | PH value (1% aqueous solution, 25 ℃) | Effective constituent (%) | Seepage force (5g/L, 25 ℃)/s |
1 | 7.0 | 61.7 | 4.16 |
2 | 8.0 | 60.8 | 6.35 |
3 | 6.0 | 61.3 | 4.46 |
4 | 5.0 | 60.2 | 3.67 |
Claims (4)
1. the preparation method of a different tridecanol polyoxyethylene ether sulfuric acid is characterized in that it is an initiator with different tridecanol, adopts single stage method to add oxyethane in the presence of basic catalyst, by polyreaction, and the different tridecanol polyoxyethylene ether that obtains; Described different tridecanol polyoxyethylene ether adopts the mode and the thionamic acid of temperature programming to carry out sulfating reaction under the katalysis of urea, add then the NaOH aqueous solution to reactant pH be 5~8, make different tridecanol polyoxyethylene sulfuric acid; The mol ratio of described different tridecanol and oxyethane is 1: 3~7; The mol ratio of described different tridecanol polyoxyethylene ether and thionamic acid is 1: 0.9~1.5; The mol ratio of described different tridecanol polyoxyethylene ether and urea is 1: 0.2~0.8.
2. the preparation method of different tridecanol polyoxyethylene ether sulfuric acid according to claim 1 is characterized in that described basic catalyst is any one or more than one mixture of KOH, NaOH and sodium methylate; The adding quality of described basic catalyst be different tridecanol and oxyethane quality and 0.1~1.0%.
3. the preparation method of different tridecanol polyoxyethylene ether sulfuric acid according to claim 1 and 2 is characterized in that described polymeric reaction temperature is that 80~160 ℃, reaction times are 2~6 hours.
4. the preparation method of different tridecanol polyoxyethylene ether sulfuric acid according to claim 1 and 2 is characterized in that described sulfating reaction temperature is that 105~120 ℃, reaction times are 2~4 hours.
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Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
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CN104892467A (en) * | 2015-06-16 | 2015-09-09 | 眉山华瑞科技开发有限责任公司 | Synthetic method for alcohol ether sulfate salt foaming agent |
CN106939515A (en) * | 2017-04-28 | 2017-07-11 | 浙江鑫兰纺织有限公司 | The preparation of ball warp mercerization and efficient silkete penetrating agent in a kind of denim fabric production |
CN108102084A (en) * | 2016-11-24 | 2018-06-01 | 上海东大化学有限公司 | A kind of isomeric alcohol polyethenoxy ether and preparation method thereof |
CN108129648A (en) * | 2016-12-01 | 2018-06-08 | 上海东大化学有限公司 | A kind of toluenediamine polyether polyol and preparation method thereof |
CN114957048A (en) * | 2022-06-30 | 2022-08-30 | 浙江皇马科技股份有限公司 | General preparation method of polystyrylphenol polyoxyethylene ether ammonium sulfate |
CN115104603A (en) * | 2022-07-15 | 2022-09-27 | 威尔(福建)生物有限公司 | Oil suspending agent additive and preparation method thereof |
CN115926139A (en) * | 2022-10-24 | 2023-04-07 | 南京厚成生物科技有限公司 | Block polyether sulfonate anionic surfactant and synthesis and application thereof |
CN115926142A (en) * | 2022-10-24 | 2023-04-07 | 南京厚成生物科技有限公司 | Block polyether sulfonate anionic surfactant and preparation and application thereof |
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Cited By (11)
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CN104892467A (en) * | 2015-06-16 | 2015-09-09 | 眉山华瑞科技开发有限责任公司 | Synthetic method for alcohol ether sulfate salt foaming agent |
CN108102084A (en) * | 2016-11-24 | 2018-06-01 | 上海东大化学有限公司 | A kind of isomeric alcohol polyethenoxy ether and preparation method thereof |
CN108102084B (en) * | 2016-11-24 | 2020-04-24 | 上海东大化学有限公司 | Isomeric alcohol polyoxyethylene ether and preparation method thereof |
CN108129648A (en) * | 2016-12-01 | 2018-06-08 | 上海东大化学有限公司 | A kind of toluenediamine polyether polyol and preparation method thereof |
CN106939515A (en) * | 2017-04-28 | 2017-07-11 | 浙江鑫兰纺织有限公司 | The preparation of ball warp mercerization and efficient silkete penetrating agent in a kind of denim fabric production |
CN106939515B (en) * | 2017-04-28 | 2019-04-02 | 浙江鑫兰纺织有限公司 | The preparation of ball warp mercerization and efficient silkete penetrating agent in a kind of production of denim fabric |
CN114957048A (en) * | 2022-06-30 | 2022-08-30 | 浙江皇马科技股份有限公司 | General preparation method of polystyrylphenol polyoxyethylene ether ammonium sulfate |
CN115104603A (en) * | 2022-07-15 | 2022-09-27 | 威尔(福建)生物有限公司 | Oil suspending agent additive and preparation method thereof |
CN115104603B (en) * | 2022-07-15 | 2024-03-26 | 威尔(福建)生物有限公司 | Oil suspending agent auxiliary agent and preparation method thereof |
CN115926139A (en) * | 2022-10-24 | 2023-04-07 | 南京厚成生物科技有限公司 | Block polyether sulfonate anionic surfactant and synthesis and application thereof |
CN115926142A (en) * | 2022-10-24 | 2023-04-07 | 南京厚成生物科技有限公司 | Block polyether sulfonate anionic surfactant and preparation and application thereof |
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Application publication date: 20110720 |